120445-53-6

Basic information

• Product Name: 4-METHOXYBENZALDEHYDE SEMICARBAZONE
• Synonyms: 4-METHOXYBENZALDEHYDE SEMICARBAZONE;[(E)-[(4-Methoxyphenyl)methylidene]amino]urea
• CAS NO: 120445-53-6
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 193.2
• Mol File: 120445-53-6.mol
• Article Data: 32

Chemical Properties

• Melting Point: 203-207 °C(lit.)
• Appearance: /
• CAS DataBase Reference: 4-METHOXYBENZALDEHYDE SEMICARBAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYBENZALDEHYDE SEMICARBAZONE(120445-53-6)
• EPA Substance Registry System: 4-METHOXYBENZALDEHYDE SEMICARBAZONE(120445-53-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 120445-53-6(Hazardous Substances Data)

Upstream product

• 4334-74-1 4-methoxybenzylidene thiosemicarbazone 
• 7722-84-1 dihydrogen peroxide 
• 563-41-7 semicarbazide hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 4426-72-6 hydrazine carboxamide 
• 79-19-6 thiosemicarbazide 
• 637-69-4 4-Methoxystyrene 

Downstream Products

• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 33199-43-8 5-(4-methoxyphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-93-8 p-methylanizole 
• 678546-64-0 methyl (2-(2-(4-methoxybenzylidene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate 
• 622-73-1 4-methoxybenzaldehydephenylhydrazone 
• 205999-87-7 5-methoxycarbonyl-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one 
• 161374-07-8 ethyl 4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one-5-carboxylate 
• 17222-74-1 (p-methoxy-benzyliden)-selenosemicarbazide 
• 41097-47-6 N,N'-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine 
• 17453-03-1 2,5-Bis-<4-methoxy-phenyl>-1,3,4-thiadiazol 
• 2620-81-7 2-(4-methoxyphenyl)-1H-benzimidazole 
• 1370641-62-5 2-[2-(4-methoxyphenyl)-1,3,4-thiadiazol-5-yl]benzisoselenazol-3(2H)-one 

Relevant articles and documents

Synthesis and anticonvulsant evaluation of indoline derivatives of functionalized aryloxadiazole amine and benzothiazole acetamide

A series of N-(substituted benzothiazole-2-yl)-2-(2,3-dioxoindolin-1-yl)acetamide (4a-i) and substituted-[3-((5-phenyl-1,3,4-oxadiazole-2-yl)imino)indolene-2-one] (5a-f) were designed, synthesized fulfilling the structural requirement of pharmacophore and evaluated for anticonvulsant activities using maximal electroshock test (MES), subcutaneous pentylenetetrazole (scPTZ) seizures and neurotoxicity by motor impairment model in mice. The most active compoundN-(5-chlorobenzo[d]thiazol-2-yl)-2-(2,3-dioxoindolin-1-yl)acetamide (4a) has shown significant anticonvulsant activity against both MES and scPTZ screens and emerged as most effective anticonvulsant compound with median dose of 35.7 mg/kg (MES ED50), 88.15 mg/kg (scPTZ ED50) and toxic dose (TD50) was found to be > 500mg/kg. In silico studies including molecular docking study was carried to establish the molecular interaction of potent compound (4a) in both Na+ channel and GABAA receptors. The prediction of pharmacokinetic parameters and distance mapping of compounds were also performed to establish the drug likeness property.

SSAO INHIBITOR

The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

A general and convenient synthesis of 4-(tosylmethyl)semicarbazones and their use in amidoalkylation of hydrogen, heteroatom, and carbon nucleophiles

A general synthesis of previously unknown semicarbazone-based α-amidoalkylating reagents, 4-(tosylmethyl)semicarbazones, has been developed. The synthesis involved three-component condensation of semicarbazones of aliphatic or aromatic aldehydes with the same or other aldehydes and p-toluenesulfinic acid. The scope and limitations of this reaction were investigated. The compounds obtained were demonstrated to be an efficient α-(4-semicarbazono)alkylating agents. They were reacted with H- (sodium borohydride), O- (sodium methylate), S- (sodium phenylthiolate), N- (pyrrolidine, sodium succinimide), P- (trialkyl phosphites), and C-nucleophiles (sodium diethyl malonate) to give the corresponding products of the tosyl group substitution, 4-substituted semicarbazones, including analogues of nitrofurazone. Among the prepared compounds tested in vitro for antibacterial and antifungal activity, three nitrofuryl-containing semicarbazones exhibited high biological activities with minimum inhibitory concentration (MIC) values of 8–32 μg/mL.